Issue 10, 2022

Silver-mediated radical oxytrifluoromethylation of unsaturated carboxylic acids for the synthesis of γ-trifluoromethylthio lactones

Abstract

An efficient silver-mediated oxidative trifluoromethylthiolation of unsaturated carboxylic acids to construct trifluoromethylthiol-containing lactones has been disclosed. In this protocol no metal-catalysts was added, and preliminary mechanism investigations suggested that a free-radical pathway should be involved in the process. High functional group tolerance and excellent yields were demonstrated by the efficient preparation of a wide range of γ-trifluoromethylthiolated phthalides.

Graphical abstract: Silver-mediated radical oxytrifluoromethylation of unsaturated carboxylic acids for the synthesis of γ-trifluoromethylthio lactones

Supplementary files

Article information

Article type
Paper
Submitted
05 Jan 2022
Accepted
12 Feb 2022
First published
14 Feb 2022

Org. Biomol. Chem., 2022,20, 2109-2114

Silver-mediated radical oxytrifluoromethylation of unsaturated carboxylic acids for the synthesis of γ-trifluoromethylthio lactones

Y. Ru-Jian, C. Zhang, H. Hai-Yan, W. Pei, W. Fu, J. Cheng and Y. Xiong, Org. Biomol. Chem., 2022, 20, 2109 DOI: 10.1039/D2OB00018K

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